Palladium-catalyzed stereoselective intramolecular oxidative amidation of alkenes in the synthesis of 1,3- and 1,4-amino alcohols and 1,3-diamines.

Palladium-catalyzed stereoselective intramolecular oxidative amidation of alkenes in the synthesis of 1,3- and 1,4-amino alcohols and 1,3-diamines.
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DOI:
10.1002/chem.201400123
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发表时间:
2014-04
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通讯作者:
A. Malkov;Darren S. Lee;Maciej Barłóg;M. Elsegood;P. Kočovský
A. Malkov;Darren S. Lee;Maciej Barłóg;M. Elsegood;P. Kočovský
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作者:
A. Malkov;Darren S. Lee;Maciej Barłóg;M. Elsegood;P. Kočovský

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一种高效实用的钯催化的分子内氧化烯丙基酰胺化反应为合成1,3-和1,4-氨基醇和1,3-二胺的衍生物提供了方便的途径。该方法是在温和的反应条件下进行的,以分子氧(1atm)作为钯的唯一再氧化剂。具有次级立体中心的底物具有良好的非对映选择性。
An efficient and practical Pd-catalyzed intramolecular oxidative allylic amidation provides facile access to derivatives of 1,3- and 1,4-amino alcohols and 1,3-diamines. The method operates under mild reaction conditions (RT) with molecular oxygen (1 atm) as the sole reoxidant of Pd. Excellent diastereoselectivities were attained with substrates bearing a secondary stereogenic center.